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Identification
NameNeamine
Accession NumberDB04808
Typesmall molecule
Groupsexperimental
DescriptionNot Available
Structure
Thumb
Synonyms
SynonymLanguageCode
Dekamycin VNot AvailableNot Available
Nebramycin XNot AvailableNot Available
NegamicinNot AvailableNot Available
Neomycin ANot AvailableNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
Categories
CAS number3947-65-7
WeightAverage: 322.358
Monoisotopic: 322.185234584
Chemical FormulaC12H26N4O6
InChI KeySYJXFKPQNSDJLI-HKEUSBCWSA-N
InChI
InChI=1S/C12H26N4O6/c13-2-5-8(18)9(19)6(16)12(21-5)22-11-4(15)1-3(14)7(17)10(11)20/h3-12,17-20H,1-2,13-16H2/t3-,4+,5-,6-,7+,8-,9-,10-,11-,12-/m1/s1
IUPAC Name
(2R,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-{[(1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxycyclohexyl]oxy}oxane-3,4-diol
SMILES
NC[C@H]1O[C@H](O[C@@H]2[C@@H](N)C[C@@H](N)[C@H](O)[C@H]2O)[C@H](N)[C@@H](O)[C@@H]1O
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassOrganooxygen Compounds
ClassCarbohydrates and Carbohydrate Conjugates
SubclassAmino Sugars
Direct parentAminocyclitol Glycosides
Alternative parentsO-glycosyl Compounds; Hexoses; Aminocyclitols and Derivatives; Cyclohexanols; Oxanes; 1,2-Aminoalcohols; 1,2-Diols; Polyamines; Acetals; Monoalkylamines
Substituentso-glycosyl compound; glycosyl compound; hexose monosaccharide; aminocyclitol derivative; cyclitol derivative; cyclohexanol; monosaccharide; oxane; cyclic alcohol; 1,2-diol; 1,2-aminoalcohol; secondary alcohol; polyamine; acetal; ether; alcohol; amine; organonitrogen compound; primary aliphatic amine; primary amine
Classification descriptionThis compound belongs to the aminocyclitol glycosides. These are organic compounds containing an amicocyclitol moiety glycosidially linked to a carbohydrate moiety.
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
Metabolism
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
Property Value Probability
Human Intestinal Absorption - 0.8567
Blood Brain Barrier - 0.9659
Caco-2 permeable - 0.7666
P-glycoprotein substrate Substrate 0.5
P-glycoprotein inhibitor I Non-inhibitor 0.7518
P-glycoprotein inhibitor II Non-inhibitor 0.8382
Renal organic cation transporter Non-inhibitor 0.8516
CYP450 2C9 substrate Non-substrate 0.8033
CYP450 2D6 substrate Non-substrate 0.8275
CYP450 3A4 substrate Non-substrate 0.6391
CYP450 1A2 substrate Non-inhibitor 0.9186
CYP450 2C9 substrate Non-inhibitor 0.9257
CYP450 2D6 substrate Non-inhibitor 0.9224
CYP450 2C19 substrate Non-inhibitor 0.9062
CYP450 3A4 substrate Non-inhibitor 0.9569
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.914
Ames test Non AMES toxic 0.6928
Carcinogenicity Non-carcinogens 0.952
Biodegradation Not ready biodegradable 0.7421
Rat acute toxicity 1.6749 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.9779
hERG inhibition (predictor II) Non-inhibitor 0.8599
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
water solubility1.01e+02 g/lALOGPS
logP-2.9ALOGPS
logP-5.3ChemAxon
logS-0.5ALOGPS
pKa (strongest acidic)12.66ChemAxon
pKa (strongest basic)9.67ChemAxon
physiological charge4ChemAxon
hydrogen acceptor count10ChemAxon
hydrogen donor count8ChemAxon
polar surface area203.46ChemAxon
rotatable bond count3ChemAxon
refractivity73.72ChemAxon
polarizability32.19ChemAxon
number of rings2ChemAxon
bioavailability0ChemAxon
rule of fiveNoChemAxon
Ghose filterNoChemAxon
Veber's ruleNoChemAxon
MDDR-like ruleNoChemAxon
Spectra
SpectraNot Available
References
Synthesis Reference

Eiichi Akita, Tsutomu Tsuchiya, Shinichi Kondo, Shuntaro Yasuda, Sumio Umezawa, Hamao Umezawa, “1-N-((S)-.alpha.-substituted-.omega.-aminoacyl)-neamine or -ribostamycin and the production thereof.” U.S. Patent US4008218, issued February, 1974.

US4008218
General ReferenceNot Available
External Links
ResourceLink
KEGG CompoundC01441
PubChem Compound72392
PubChem Substance46507306
BindingDB8580
Therapeutic Targets DatabaseDNC001004
HETXXX
ATC CodesNot Available
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available
Comments
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Drug created on September 11, 2007 11:49 / Updated on September 16, 2013 17:25